Electrically conductive polyparaphenylene polymers, and methods for their preparation and use

• US 4,911,801 A
• Filed: 10/01/1985
• Issued: 03/27/1990
• Est. Priority Date: 10/01/1985
• Status: Expired due to Fees

• Current Assignee: University of Utah The Salt Lake City Utah
• Original Assignee: University of Utah (State of Utah)
• Inventors: Pons, B. Stanley
• Primary Examiner(s): Barr, Josephine
• Application Number:
  US06/782,968
• Time in Patent Office: 1,638 Days
• Field of Search: 252/518, 252/500, 204/59 R, 528/396, 528/397
• US Class Current: 205/419
• CPC Class Codes: C08G 61/10 only aromatic carbon atoms, e.g. polyphenylenes
• CPC Class Codes: H01B 1/128 comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes

Abstract

Electrically conductive polyparaphenylene polymer compositions are disclosed, as well as methods for their preparation and use, including use of the polymers in constructing a sensor. The polymer compositions have the characteristics of being both solution processible, as well as electrically conductive. The polymers are produced by placing a metal electrode into an aprotic solution of biphenyl. Current is then passed through the electrode such that the electrode becomes the anode and such that the biphenyl polymerizes and is deposited on the electrode. A sensor is produced by incorporating a sensor species into a polyparaphenylene polymer prepared according to the teaching of the present invention. This can be accomplished by polymerizing the biphenyl in the presence of the sensor species.

Claims

1. A method of producing an electrically conductive, solution processible polymer comprising the steps of:

placing a nonreactive electrode into contact with an aprotic solution of biphenyl, said aprotic solution further comprising a supporting electrolyte; and

passing a current through the electrode and the biphenyl solution such that the electrode becomes the anode and such that a polymer is electrochemically deposited on the electrode.

2. A method as defined in claim 1 wherein the solvent in which the biphenyl is dissolved and is selected from the group consisting of acetonitrile, chlorinated alkanes having from 1 to 6 carbon atoms, and nitromethane.

3. A method as defined in claim 1 wherein the electrode is a platinum electrode.

4. A method as defined in claim 1 wherein the polymer is formed at a temperature in the range of from about -40°

C. to about 250°

C.

5. A method as defined in claim 1 wherein the polymer is formed at a temperature in the range of from about 15°

C. to about 30°

C.

6. A method as defined in claim 1 wherein the supporting electrolyte is selected from the group consisting of lithium perchlorate, lithium hexafluoroarsenate, tetra-n-butylammonium tetrafluoroborate, or mixtures thereof.

7. A method as defined in claim 1 wherein the current is directed through the electrode and the solution using slow scan voltammetry.

8. A method as defined in claim 1 wherein the current which flows through the electrode and biphenyl is in the range of from about 1 nA/cm² to about 1 A/cm².

9. A method as defined in claim 1 wherein the aprotic solution of biphenyl contains a second species which becomes incorporated into the polymer.

10. A method as defined in claim 9 wherein the second species is selected from the group consisting of:

manganese, cobalt, copper, nickel, iron, zinc, sodium, magnesium, or silver phthalocyanines.

11. A method as defined in claim 9 wherein the second species is selected from the group consisting of:

iron, magnesium, or manganese tetraphenylprophyrins.

13. A method as defined in claim 9 wherein the solvent in which the biphenyl is dissolved is selected from the group consisting of acetonitrile, chlorinated alkanes containing from 1 to 6 carbon atoms, and nitromethane.

14. A method as defined in claim 9 wherein the electrolyte is selected from the group consisting of lithium perchlorate, lithium hexafluoroarsenate, tetra-n-butylammonium tetrafluoroborate, or mixtures thereof.

16. A polymer as defined in claim 14 wherein the solvent in which the biphenyl is dissolved is selected from the group consisting of acetonitrile, chlorinated alkanes containing from 1 to 6 carbon atoms, and nitromethane.

19. A polymer as defined in claim 14 wherein the supporting electrode is selected from the group consisting of lithium pechlorate, lithium hexafluoroarsenate, tetra-n-butylammonium tetrafluorborate, or mixtures of this group of compounds.

12. A method of producing electrically conductive, processible polyparaphenylene from biphenyl, comprising the steps of:

(a) obtaining an aprotic solution of biphenyl;

(b) adding an electrolyte to the solution;

(c) placing an electrode into the solution;

(d) passing a current in the range of from about 1 nA/cm² to about 1 A/cm² through the electrode and the solution such that the electrode becomes the anode and such that polyparaphenylene is deposited on the surface of the electrode, while maintaining the solution at from about 15°

C. to about 30°

C.

15. An electrically conductive, solution processible polymer comprising polyparaphenylene prepared by introducing a nonreactive electrode into an aprotic solution of biphenyl, said solution further comprising a supporting electrolyte, and passing current through the electrode such that the polymer is electrochemically deposited on the electrode.

17. A polymer as defined in claim 15 wherein the electrode is a platinum electrode.

18. A polymer as defined in claim 15 wherein the polymer is formed at a temperature from about 15°

C. to about 30°

C.

20. a polymer as defined in claim 15 wherein the current passes through the electrode and the solution comprises slow scan voltammetry.